Berubicin HCl

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 200490

CAS#: 293736-67-1 (HCl)

Description: Berubicin hydrochloride is the hydrochloride salt of the anthracycline derivative berubicin with potential antineoplastic activity. Berubicin intercalates into DNA and interrupts topoisomerase II activity, resulting in the inhibition of DNA replication and repair, and RNA and protein synthesis. Unlike other anthracycline derivatives, this agent crosses the blood-brain barrier (BBB).

Chemical Structure

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Berubicin HCl
CAS# 293736-67-1 (HCl)
Instruction

Theoretical Analysis

MedKoo Cat#: 200490
Name: Berubicin HCl
CAS#: 293736-67-1 (HCl)
Chemical Formula: C34H36ClNO11
Exact Mass: 0.00
Molecular Weight: 670.100
Elemental Analysis: C, 60.94; H, 5.41; Cl, 5.29; N, 2.09; O, 26.26

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 677017-23-1 (free base)   293736-67-1 (HCl)    

Synonym: RTA-744; RTA 744; RTA774; WP 769; WP769; WP-769; Berubicin HCl.

IUPAC/Chemical Name: (8S,10S)-10-(((2R,4S,5S,6S)-4-amino-5-(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione hydrochloride

InChi Key: GPMIHHFZKBVWAZ-LMMKTYIZSA-N

InChi Code: InChI=1S/C34H35NO11.ClH/c1-16-33(44-15-17-7-4-3-5-8-17)20(35)11-24(45-16)46-22-13-34(42,23(37)14-36)12-19-26(22)32(41)28-27(30(19)39)29(38)18-9-6-10-21(43-2)25(18)31(28)40;/h3-10,16,20,22,24,33,36,39,41-42H,11-15,35H2,1-2H3;1H/t16-,20-,22-,24-,33+,34-;/m0./s1

SMILES Code: O=C1C2=C(O)C(C[C@](C(CO)=O)(O)C[C@@H]3O[C@H]4C[C@H](N)[C@H](OCC5=CC=CC=C5)[C@H](C)O4)=C3C(O)=C2C(C6=C1C=CC=C6OC)=O.[H]Cl

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >5 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info: Related: 293736-67-1 (Berubicin HCl salt) 677017-23-1(Berubicin free base). Berubicin belongs to a novel class of anthracycline derivatives that cross the blood-brain barrier and show significant potential for the treatment of primary and secondary brain cancers. While other drugs in this class (for example, doxorubicin) are some of the most broadly used and effective cancer therapies, they do not cross the blood-brain barrier and are not effective in treating brain tumors. These compounds are potent inhibitors of topoisomerase II, a DNA repair enzyme. Overexpression of topo II has been identified as an indicator of aggressive cell proliferation and a negative prognostic indicator in patients with primary brain cancers. Topo II inhibition is likely to be effective in combination with temozolomide, the current standard therapy in glioblastoma.   see http://www.reatapharma.com/pip_rta744.asp .    

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 670.10 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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